Bridgeport Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Bridgeport

Hampton Inn Princeton

Hampton Inn Princeton

2.5 out of 5
107 S Richland Creek Dr, Princeton, IN
Fully refundableReserve now, pay when you stay
The price is S$164 per night from 19 Sept to 20 Sept
S$164
19 Sept - 20 Sept
includes taxes & fees
Hampton Inn Princeton
Holiday Inn Express Princeton by IHG

Holiday Inn Express Princeton by IHG

2.5 out of 5
2828 Dixon St, Princeton, IN
Fully refundable
The price is S$140 per night from 14 Sept to 15 Sept
S$140
14 Sept - 15 Sept
includes taxes & fees
7.8/10 Good! (324 reviews)
50 th Anniversary
"Only thing I would have changes was the breakfast cook wore sandals which is not every sanitized for a kitchen."

Reviewed on 4 Aug, 2025

Holiday Inn Express Princeton by IHG
Country View Inn & Suites

Country View Inn & Suites

2.5 out of 5
100 Abraham Lincoln, Robinson, IL
Fully refundableReserve now, pay when you stay
The price is S$177 per night from 10 Sept to 11 Sept
S$177
10 Sept - 11 Sept
includes taxes & fees
Country View Inn & Suites
See all 71 properties in Bridgeport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Bridgeport holiday package cost?
You can pick up a holiday package to this destination on Expedia. But how much your holiday to Bridgeport costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Bridgeport?
December, January and February are the best times to look for cheap Bridgeport holiday packages. Opting to travel in quieter periods means you'll typically find lower prices on flights and accommodation.
How many days is enough for Bridgeport?
With a well-organised schedule, you can easily tick off the top Bridgeport sights in a few days. But if you prefer to discover lesser-known spots or take day trips, consider booking your Bridgeport holiday for longer.
How to find the best Bridgeport package deals?
Use Expedia's filter tool to help you find some terrific Bridgeport package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Bridgeport package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Bridgeport holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking stays and flights individually. Better still, you can personalise your Bridgeport getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Bridgeport?
If you have your Bridgeport holiday dates confirmed, book early to snap up some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Bridgeport?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Bridgeport.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to flights and activities. Your accommodation will likely be the biggest expense during your trip to Bridgeport.
  3. Decide how long to go for: Now that you know more about Bridgeport, you can figure out the ideal length of your break. Put together a rough plan and allocate enough time for all the things you want to do.
  4. Combine your accommodation and airfare: Once you've settled on your travel dates and duration, book the perfect Bridgeport holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.